ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside
CAS No.:1429306-55-7
Molecular Formula:C₄₀H₄₂F₃NO₇SSi
Molecular Weight:765.923
Hs Code.:

Synonyms:ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

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Chemical Property of ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

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Technology Process of ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

There total 2 articles about ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 1429306-52-4
ethyl 2-trifluoroacetamido-1-thio-2-deoxy-β-D-glucopyranoside

: 98-88-4
benzoyl chloride

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1429306-55-7
ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

Guidance literature:: ethyl 2-trifluoroacetamido-1-thio-2-deoxy-β-D-glucopyranoside; tert-butylchlorodiphenylsilane; With pyridine; dmap; at 20 ℃; for 48h; Inert atmosphere;

benzoyl chloride; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.carres.2013.01.008

Reference yield:

: ethyl 2-trifluoroacetamido-3,4,6-tri-O-acetyl-1-thio-2-deoxy-β-D-glucopyranoside

: 1429306-55-7
ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium; methanol / 2 h / 20 °C

1.2: Amberlyst resin [IR₁₂₀ (H⁺)]

2.1: dmap; pyridine / 48 h / 20 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

With pyridine; methanol; dmap; sodium;
DOI:10.1016/j.carres.2013.01.008

Reference yield: 83.0%

: 1429306-55-7
ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside

: 2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

: 1429306-57-9
6-O-(2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: ethyl 2-trifluoroacetamido-6-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-1-thio-2-deoxy-β-D-glucopyranoside; 2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranosyl azide; With N-iodo-succinimide; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 25h; Inert atmosphere;
DOI:10.1016/j.carres.2013.01.008